PROBLEM 12.13 - Organic Chemistry

Question

Question: A chiral alkyne A with molecular formula C₆H₁₀  is reduced with  and Lindlar catalyst to B having the R configuration at its stereogeniccentre. What are the structures of A and B?

Step-by-Step Solution

Answer

Answer

Structure A

Structure B

Stereogenic center

An atom is attached with four different groups such that its mirror image non-superimposable is known as a stereogenic center.

When any two group’s positions are exchanged, the molecule structure results in enantiomers (two isomers with R and S configuration).

Reaction of A with Lindlar catalyst

The triple bond is reduced to a double bond (cis alkene).

Reduction of alkyne to an alkene with stereogenic carbon center